- SYNTHESIS OF STABLE 3,6-EPIDIOXYPYRAZIN-2-ONES AND α-OXO IMIDES BY PHOTOOXYGENATION OF PYRAZIN-2-ONES WITH SINGLET OXYGEN
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Irradiation of the pyrazin-2-ones (1) in methanol under oxygen gave the 3,6-epidioxypyrazin-2-ones (2), the N-alkyl-N-acyl-α-oxo-amides (3), and the unusual products, N-alkyl-α-acyloxy-α-methoxy amides (4).The mechanism for the formation of these photoproducts is discussed.Furthermore, thermal or photochemical treatment of the 3,6-epidioxypyrazinones (2), which could be readily obtained by the reaction of (1) and singlet oxygen, gave the N-alkyl-N-acyl-α-oxo amides (3) and this reaction would provide a useful synthetic method for the α-oxo imides (3).
- Nishio, Takehiko,Tokunaga, Naoko (nee Nakajima),Kondo, Masaji,Omote, Yoshimori
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p. 2921 - 2926
(2007/10/02)
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- PHOTOCHEMICAL, THERMAL, AND CoTPP-CATALYZED DECOMPOSITION OF 2-PYRAZINONE 3,6-ENDOPEROXIDES. NOVEL SYNTHESIS OF THE UNSYMMETRICAL IMIDES
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Photochemical, thermal, and CoTPP-catalyzed decomposition of 2-pyrazinone 3,6-endoperoxides, which were readily obtained by the reaction of 2-pyrazinones with singlet oxygen, gave the unsymmetrical imides in moderate to high yields.
- Nishio, Takehiko,Nakajima, Naoko,Kondo, Masaji,Omote, Yoshimori
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p. 223 - 224
(2007/10/02)
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